7β,20β-diacetoxy-1-methoxy-16α-methyl-10-phenyl-24-oxa-[14]cytochalasa-1,6(12),13t,21t-tetraen-23-one | 39156-70-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酯类和类似物
• 英文名称: 7β,20β-diacetoxy-1-methoxy-16α-methyl-10-phenyl-24-oxa-[14]cytochalasa-1,6(12),13t,21t-tetraen-23-one
• 英文别名: 7β,20β-diacetoxy-1-methoxy-16α-methyl-10-phenyl-24-oxa-[14]cytochalasa-1,6(12),13t,21t-tetraen-23-one；O⁷,O²⁰-diacetyl-O¹-methyl-cytochalasin-B；O⁷,O²⁰-diacetyl-O¹-methyl-phomin
• CAS: 39156-70-2
• 化学式: C₃₄H₄₃NO₇
• 分子量: 577.718
• InChiKey: ARWOPPUJKKXMEZ-RFZGELOSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.56
• 重原子数：
  42.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  100.49
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为产物：
  描述：

  细胞松弛素B 在 吡啶 、 silver(l) oxide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 44.0h， 生成 7β,20β-diacetoxy-1-methoxy-16α-methyl-10-phenyl-24-oxa-[14]cytochalasa-1,6(12),13t,21t-tetraen-23-one
  参考文献：
  名称：

  [248。30-氧杂-（14）-细胞chalasanes的甲基化反应]。

  摘要：

  AbstractFor synthetic studies the protection of the hydroxyl groups of phomin (cytochalasin B) ((7S,22R,26R)‐7,26‐dihydroxy‐22‐methyl‐30‐oxa‐[14]cytochalasa‐6(18), 19t 27t‐trien‐1,29‐dion) (1), the dodecahydro‐derivative 2, and the dihydro‐derivative 4 by methylation was investigated. Treatment of 1 with CH3I/Ag2O gave the iminoether 6. The reaction of 4 with CH2N2/BF3 led to the di‐O‐methyl derivative 8 and to the N‐methyl‐di‐O‐methyl derivative 9, whereas 2 was transformed to the N‐methyl‐di‐O‐methyl compound 10 and to the iminoether 11.NaBH4 reduction of 3 yielded not only 4 but also the epimeric dihydro derivative 5.

  DOI：

  10.1002/hlca.19720550725